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$3,149,000
2 Beds 3 Baths 621277 MLS
Just three homes from the bay, this waterfront home in Islamorada offers beautiful bay views, quick boating access and the quintessential Florida Keys lifestyle. The open 2 bedroom, 2 bath upstairs features bay views and high-end finishes. The outdoor offers spacious multi-level terraces with over 4000 sq ft of paver tiles and a waterfront tiki hut perfect for relaxing or entertaining. Boaters will appreciate the concrete dock with 5' draft, davits and fish-cleaning station, with quick and easy access to the bay and to the ocean via Tavernier or Snake Creek. Impact windows and doors, remotely operated roll-down shutters, gated entry, 3rd bathroom downstairs with storage and covered parking. Ideally located in Planation Key Colony; close to shopping, dining, entertainment and healthcare.

114 N Coconut Palm Blvd, Tavernier

$699,000
3 Beds 2 Baths 621272 MLS
Wonderful opportunity to own this newer-construction, quality-built 3-bedroom, 2-bath home in the highly desirable Harry Harris Park neighborhood! Thoughtfully designed with all living space above base flood elevation, this home offers the comfort and convenience of single-story living without sacrificing peace of mind. Built for the Florida Keys lifestyle, the home features solid concrete construction, impact-rated windows and doors, and a 50-year metal roof, features that may contribute to favorable insurance costs. Inside, the light and bright open-concept floor plan offers tiled floors throughout, European-style cabinetry, a spacious kitchen with sit-up bar, and a desirable split-bedroom layout. Step outside to a generous rear patio surrounded by lush tropical foliage, creating a private setting for relaxing, entertaining, grilling, or enjoying the beautiful Keys weather. Best of all, Harry Harris Park is just a short stroll away! Enjoy a beautiful oceanside beach, excellent boat ramp, picnic and grilling areas, recreational facilities, and easy access to some of the Upper Keys' best boating. Launch the boat and be at the sandbar in just minutes, head offshore for a day on the water, or cross through nearby Tavernier Creek to enjoy Florida Bay, backcountry boating, and spectacular Keys sunsets. Quality construction, easy living, excellent boating access, and the Florida Keys lifestyle all come together in one terrific property. Call today to schedule your private showing!

146 Dove Lake Dr, Tavernier

$2,849,000
4 Beds 4 Baths 621261 MLS
Exceptional Brand New Waterfront Home in a prime Plantation Key location. This striking three-level contemporary residence offers 60 feet of protected deep-water dockage and seawall with direct canal access to Tavernier Creek, providing immediate Atlantic Ocean and Florida Bay access, truly a boater's dream. The ground level features an open-air two-car garage and generous covered space. On the first living level, an expansive recreation room/possibly 4th bedroom, opens seamlessly to the poolside patio, complete with a full cabana bathroom, creating an ideal setting for entertaining and relaxed island living. The second level showcases a bright, open-concept design with an expansive living area, dining space, and a gourmet chef's kitchen outfitted with European Italian cabinetry and premium finishes, in addition to a well-appointed laundry room with sink and built-ins. Living areas extend to a covered waterfront terrace, perfect for indoor-outdoor living. The third level features a luxurious primary suite featuring a walk-in closet, spa-inspired bath with a two-person shower, and a private open-air balcony overlooking the water. Two additional guest bedrooms and a beautifully finished guest bathroom complete the level. Outdoor amenities include a pool, covered terrace, and a professional outdoor kitchen, ideal for entertaining year-round. Ideally located in the Upper Florida Keys with walking distance to multiple desirable restaurants, a quick boat ride to Tavernier Creek Marina for fuel, ice and snacks, and minutes to boutiques, breweries and 5-star dining in Islamorada. A rare blend of modern luxury and the ultimate Florida Keys waterfront lifestyle. SELLER WILL ENTERTAIN DESIRED REVISIONS OR OFFER CREDIT FOR UPGRADES.

124 Orchid St, Tavernier

$810,000
4 Beds 2 Baths 621221 MLS
This home is special and just waiting for the next family to make memories here. Tucked among lush tropical landscaping, this inviting Islamorada home offers the perfect blend of privacy, convenience and relaxed Keys Living. Inside, you'll find bright, comfortable living spaces with classic Saltillo tile, an updated kitchen featuring white cabinetry and stainless steel appliances, and plenty of room to relax or entertain. Step outside to a private, fenced backyard with spacious covered outdoor living area which is perfect for enjoying all year round. Conveniently located within walking distance to the schools. Plenty of room to store your boat. Launch your boat at the homeowners park and enjoy a great day on the water.

160 Ridge St, Tavernier

$699,000
3 Beds 2 Baths 621202 MLS
Seller Financing possible, call for terms. Solid CBS construction in the heart of historic Tavernier. Built in 2018, this well-maintained 3-bedroom, 2-bath home offers quality construction, a functional layout, and easy Florida Keys living. Features include all-concrete CBS construction with a solid concrete roof, polished concrete floors, high vaulted ceilings, fresh interior paint, generous natural light, and double closets for added storage. The spacious kitchen offers a pantry, ample cabinetry, and bar-top seating that opens comfortably to the main living area. Enjoy the rear porch and refreshing ocean breezes in a quiet neighborhood filled with classic Keys character. Conveniently located near local parks, gyms, restaurants, shopping, and everyday amenities, with easy access throughout the Upper Keys. Move-in ready and equally well suited as a full-time residence, second home, or Florida Keys retreat.

129 Tavern Dr, Tavernier

$487,500
2 Beds 2 Baths 621201 MLS
Welcome to your Florida Keys retreat at Summer Sea! Enjoy bay views from your private open deck area. This 2-bedroom, 1.5-bath condo offers updates throughout and coastal living in the highly sought-after, gated Summer Sea community. Bright, stylish, and filled with natural light, this home is your key to island paradise. Unwind while soaking in breathtaking sunsets from the private beach or the rooftop observation deck with panoramic views of the Florida Keys. Community resort-style amenities include a heated/chilled swimming pool, fully equipped fitness center, on-site storage, and a shared freezer/ice machine. Boaters take note: first-come, first-served dockage accommodates vessels up to 26 ft (tip-to-tip) with quick, easy access to the backcountry and open ocean. Spend your days fishing, kayaking, paddleboarding, or diving in crystal-clear waters. Located just minutes from dining, shops, and local favorites.

88500 Overseas Highway Unit 407, Tavernier

$739,000
2 Beds 2 Baths 621182 MLS
CBS home on a large lot in Islamorada's desirable Edenaire! This concrete 2 bedroom, 2 bath house has a metal roof, impact windows and doors, and is in an X flood zone. Highly sought after Edenaire subdivision offers voluntary membership to one of the best homeowners parks in Islamorada offering a private boat ramp & 72 hour dockage for your boat! Easy, direct access to either Florida Bay or the Atlantic Ocean via Tavernier Creek. This solid home has lots of recent upgrades including all new interior doors, fresh interior paint, and landscaping. The kitchen has granite countertops and wood cabinets, a stainless range hood over the island, and the fridge is brand new never used. The fully fenced yard offers plenty of space out back for entertaining, swing sets, or a pool! There's also a roomy shed for convenient storage. The paver driveway leads directly up to this ground level home with plenty of parking in the front for your boat and trailer. This is a fantastic opportunity to live in Plantation Key as a full time residence or a weekend getaway! Just minutes away from tons of popular Islamorada shopping, restaurants, and schools. Island life awaits!

124 Coral Ave, Tavernier

$14,000,000
5 Beds 4 Baths 621096 MLS
The most sought-after bay in all the Florida Keys, and one of the largest properties on it. This true double lot spans 1.3 acres with more than 250' of bayfront facing due west for the perfect nightly sunset. A white sand beach transitions into the clear bay waters, while a protected basin offers a 20,000 lb. lift accommodating up to a 40' boat and a 3,000 lb. skiff lift. Ultra-private, with no neighbors in sight and expansive green lawns throughout. The home is sophisticated yet inviting, with an incredible attention to detail throughout and a distinctive blend of Tuscan Mediterranean architecture and classic Keys styling. Enter through the gates into a private courtyard and open-air atrium with freshwater ponds and fountains. An elevator provides access to the second floor, where a one-of-a-kind living room overlooks the bay with exposed wood beams and tongue-and-groove ceilings. Updated throughout while preserving its original ornate finishes, this level flows from the living and dining rooms into the kitchen with a gas range and dumbwaiter. The bayfront primary suite features an impressive bath with dual vanity areas. Two additional bedrooms share a Jack-and-Jill bath, plus a half bath finishes off the second floor. Halfway down the main staircase is the entrance to one of the favorite rooms in the home: the library. With vaulted ceilings and a fireplace, it is the ultimate setting to work, relax with a good book, or serve as a fifth bedroom. The ground floor offers a separate ensuite guest bedroom, garage with front and rear doors, laundry room with double washers and dryers, and an outdoor kitchen. Outside, a massive 40' x 22' pool features a hot tub and beach-entry shelf. Extensive uplighting and downlighting illuminate the property at night. An additional front lot includes a detached structure currently used as a gym and storage. A once-in-a-lifetime opportunity to own one of Islamorada's most prized bayfront estates.

350 Buttonwood Bight Ln, Tavernier

$6,095,000
5 Beds 4 Baths 621057 MLS
Welcome to CASA MARE, where contemporary luxury meets the open Atlantic. Built in 2023 by Dellanos Construction of the Keys, this spectacular direct-oceanfront residence offers approximately 3,000 sq. ft. of living space with 5 bedrooms, 4 baths and breathtaking panoramic open-water views from virtually every level. Designed to embrace its extraordinary setting, expansive glass and generous covered terraces create a seamless connection between indoor and outdoor living, with the Atlantic Ocean providing an ever-changing backdrop. Contemporary architectural details include clean modern finishes, warm wood accents and a dramatic floating-style staircase with glass railings. Step outside into your own private oceanfront resort. An impressive infinity-edge pool with in-water seating seemingly blends into the horizon, while a private putting green and low-maintenance outdoor areas provide the perfect setting for entertaining, relaxing and enjoying the Florida Keys lifestyle. Boaters will appreciate the deed-cut boat slip with 17,000-lb. boat lift, offering the rare combination of protected boat storage and immediate access to the open water. Multiple covered outdoor living areas capture panoramic ocean views and tropical breezes, creating exceptional spaces for morning coffee, entertaining friends or simply watching the horizon. With 5 bedrooms, extensive outdoor amenities and an extraordinary direct-oceanfront setting, Casa Mare also offers excellent potential for seasonal rental use. Casa Mare is more than a home--it is a contemporary oceanfront retreat where architecture, boating and the beauty of the Florida Keys come together.

239 Tavernier Dr, Tavernier

$799,000
4 Beds 2 Baths 621042 MLS
Discover an excellent investment opportunity in the Florida Keys! This income-producing duplex features two separate 2-bedroom, 1-bath units, offering flexibility for investors, multi-generational living, or an owner-occupant looking to live in one side while generating rental income from the other. Each unit provides comfortable living space and the potential for steady rental income in a highly desirable Keys location. An additional lot is also available for purchase, providing even more opportunity for future investment or expansion, subject to applicable zoning and approvals. Conveniently located close to shopping, the hospital, schools, and everyday amenities, while offering the relaxed Florida Keys lifestyle. The property is approximately one hour from the mainland, making it an attractive option for both full-time residents and those seeking an investment property in the Keys. Whether you're looking to expand your real estate portfolio, house-hack by living in one unit and renting the other, or take advantage of the additional lot opportunity, this property is worth a look!

159 Casa Court Dr Unit A/B, Tavernier

$749,000
2 Beds 2 Baths 620947 MLS
BEAUTIFUL PLANTATION KEY COLONY 2BR-2BA CBS Block Construction with a Brand New Metal Roof, featuring a PRIVATE COMMUNITY BOAT RAMP with a Low Voluntary $250 Yearly Fee at MM90 Bayside in Tavernier. The Private Community Boat Ramp is located 5 minutes to Tavernier Creek Bayside entrance, with Ocean access in 15 minutes. Tavernier Creek is the gateway to the Gulfstream and Patch Reefs featuring World Class Fishing and Diving. The Bayside also features excellent Flats Fishing, Diving, and Water Sports Fun: Water Skiing, Jet Skiing, Kayaking, and Paddle Boarding. The Community Bayfront Park also features a Beach and Picnic Aerea. Plenty of room to park Boats, Trailers, and RVs. Excellent location, minutes to Key Largo and the Village of Islamorada. Easy commute to Miami and the Miami International Airport. Plantation Key Colony - Paradise Awaits!

207 Hibiscus St, Tavernier

$650,000
2 Beds 2 Baths 620881 MLS
ONE OF THE LOWEST PRICED HOMES IN THE VILLAGE OF ISLAMORADA! Charming Home in a desirable Plantation Key Subdivision! This well-maintained Sheffield Steel home offers excellent curb appeal with lush, tropical landscaping. Inside, enjoy an open-concept layout with two bedrooms and two bathrooms, highlighted by beautiful Dade County Pine ceilings and an abundance of natural lighting. Step out onto the open upstairs balcony--perfect for relaxing and soaking in the Florida Keys lifestyle. The spacious front yard provides ample parking, and the ground level features a large storage room. Whether you're looking for a full-time residence or a great investment opportunity, this property checks all the boxes. Conveniently located near top-rated schools, shopping, restaurants, and hospital.

115 Fontaine Dr, Tavernier

$1,100,000
4 Beds 3 Baths 620860 MLS
Welcome to this stunning elevated Coastal 3/2 + 1/1 Pool home in the heart of Key Largo, where modern design meets the relaxed Florida Keys lifestyle. Recently Built with quality and style in mind, this beautifully appointed residence features an open-concept floor plan, soaring ceilings, abundant natural light, impact windows and doors, and elegant wood-look tile flooring throughout. The spacious kitchen is designed for both everyday living and entertaining, offering quartz countertops, stainless steel appliances, custom cabinetry, and a large center island overlooking the living and dining areas. The primary suite provides a peaceful retreat with a spa-inspired ensuite bath featuring a frameless glass shower and designer finishes. Additional bedrooms offer comfortable accommodations for family and guests with an Additional separate Room and Bathroom Downstairs for Guests to enjoy. Outdoor living is where this home truly shines. Enjoy your private backyard oasis complete with a sparkling pool, covered patio with ample seating, mounted TV, tropical landscaping, and maintenance-free artificial turf. The oversized covered lower level provides generous parking, storage, and additional entertaining space, while the expansive upper balcony is the perfect place to enjoy your morning coffee or evening breeze. Ideally located near world-class boating, fishing, diving, waterfront restaurants, parks, shopping, and everything that makes Key Largo one of the most sought-after destinations in the Florida Keys. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this exceptional property offers the perfect combination of luxury, comfort, and island living. Don't miss the opportunity to have your piece of paradise in Key Largo!

241 Hispanola Rd, Tavernier

$845,000
3 Beds 2 Baths 620824 MLS
Steps to the Ocean! Great location on a corner lot in historic downtown Tavernier only one block from the ocean and close to shopping, dining, marinas, movie theater and more. This home has a newer metal roof and a separate garage building. This is a perfect spot to either renovate or use the existing home as a building right to build your dream home! Downstairs is the original 1958 home with two bedrooms and two full baths and upstairs is an addition accessed by outside stairs. Upstairs offers two wide porches and one large efficiency with a full bath. Old Tavernier is a desirable neighborhood at the far end of the island of Key Largo, close to Tavernier Creek. You can walk or ride your bike to Old Settler's Park, a county-owned oceanfront park with nature trails, butterfly gardens, a pavilion, play areas and oceanfront picnic spots. Tavernier also offers easy access to marinas, boat services, dive centers, watersports, grocery stores, shopping centers, a movie theater, gyms, a variety of dining options, Mariner's Hospital and many other nearby conveniences. Call today!

203 Tarpon St, Tavernier

$799,000
4 Beds 2 Baths 620736 MLS
More Space Than the Tax Records Reflect! This charming Tavernier home offers much more than meets the eye. While the tax records reflect a 2-bedroom home, the enclosed front porch has been thoughtfully converted into two additional rooms, providing flexible space for guests, a home office, hobbies, or extended family. Buyers should verify the current layout and permitted improvements to their satisfaction. Nestled on a beautifully landscaped lot with mature trees, this property offers privacy, shade, and plenty of outdoor space to relax or entertain. Located in the desirable Indian Harbor subdivision, residents enjoy access to a private homeowners park featuring a boat ramp, making it easy to enjoy the Florida Keys boating lifestyle. Conveniently located just minutes from Plantation Key School and Coral Shores High School, this home combines a peaceful neighborhood setting with easy access to schools, shopping, dining, and all the recreational opportunities the Keys have to offer. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this home offers exceptional versatility in a fantastic location. Don't miss your chance to make it your own!

149 Pueblo St, Tavernier

$6,000,000
4 Beds 6 Baths 620708 MLS
Coastal Luxury. Endless Lifestyle. A rare opportunity to own an extraordinary Plantation Key waterfront estate where captivating ocean views, 140 feet of protected dockage, direct Atlantic access, and exceptional craftsmanship come together in perfect harmony. Privately tucked away on a quiet cul-de-sac, this stunning coastal residence was thoughtfully designed for those who appreciate effortless luxury both on and off the water. Filled with natural light, the open-concept floor plan showcases soaring ceilings, walls of glass, and seamless indoor-outdoor living that frames beautiful water views throughout the home. At the heart of the residence, the gourmet chef's kitchen is beautifully appointed with premium appliances, including dual ovens, two dishwashers, generous preparation space, and an oversized island that effortlessly connects the living and dining areas, creating the perfect setting for entertaining family and friends. Step outside to an expansive covered terrace complete with a built-in barbecue, outdoor refrigerator, and multiple gathering spaces overlooking the resort-style saltwater pool and spa, lush tropical landscaping, and tranquil waterfront. Whether hosting sunset cocktails or enjoying a quiet morning coffee, every space has been designed to embrace the relaxed elegance of the Florida Keys. The thoughtfully designed floor plan offers four spacious bedrooms, four full baths, two half baths, a private elevator, and a luxurious primary suite featuring separate his-and-her walk-in closets. A spacious secondary living area, currently enjoyed as a waterfront fitness studio, offers endless possibilities as a media room, family room, home office, or guest retreat. For boating enthusiasts, this property is truly exceptional. Boasting 140 feet of protected dockage, a boat lift, five garages with direct canal-side access, and quick, easy access to the Atlantic Ocean, it is perfectly suited for everything from offshore fishing adventures to leisurely days on the water. Surrounded by beautifully established tropical gardens with irrigation and meticulously maintained grounds, this remarkable waterfront estate offers the perfect balance of privacy, sophistication, and relaxed coastal living

202 Plantation Shores Dr, Tavernier

$6,500,000
3 Beds 4 Baths 620553 MLS
Welcome to your private oceanfront retreat, ideally situated on a quiet cul-de-sac in the heart of Tavernier. Set on an expansive 28,705-square-foot lot, this beautifully renovated estate in 2024 offers breathtaking Atlantic Ocean views and seamless indoor-outdoor living. The open-concept floor plan is designed to showcase the spectacular water views from nearly every room, elevated ABOVE FLOOD for added peace of mind. The property features a 2-bedroom, 2.5-bath main residence and a private 1-bedroom guest suite above the garage, thoughtfully redesigned with interiors curated by acclaimed designer Kevin Gray. Top of the line finishes throughout. Outside, enjoy a stunning resort-style pool and spa, an expansive oceanfront veranda, tropical landscaping, and an exterior lift providing convenient access from the covered carport to the main entrance. For boating enthusiasts, the private dock is equipped with an elevator boat lift and a charming tiki hut, creating the ultimate Florida Keys waterfront lifestyle. Whether you're enjoying sunrise coffee overlooking the Atlantic or heading offshore for a day on the water, this exceptional estate offers luxury, comfort, and timeless coastal elegance.

197 Lowe St, Tavernier

$5,950,000
4 Beds 4 Baths 620455 MLS
Introducing an extraordinary, newly constructed waterfront estate that must be experienced in person. Perfectly positioned on a generous 13,200 sq ft double lot with 120 linear feet of water frontage, this one-of-a-kind residence showcases sweeping bay views, refined custom finishes, and effortless indoor-outdoor living. Designed with an inverted floor plan to maximize the panorama, the main living and entertaining spaces are located on the third floor, where walls of glass frame jaw-dropping bay vistas. The spectacular gourmet chef's kitchen is equipped with Thermador appliances, a large center island, and a discreet hidden pantry. A private elevator services every level. The second floor hosts a family room and three bedrooms, including a serene primary suite, while the fourth bedroom is located on the third floor. Every bedroom captures breathtaking water views and offers access to the 2,400 sq ft of balcony space. Outdoors, the property is equally impressive. The concrete dock and cut-in boat slip have been fully reinforced and rebuilt, providing excellent accommodations for your boat and all your waterfront toys. A beautiful swimming pool and charming gazebo create an ideal setting for entertaining family and friends. Plans are approved by the Army Corps for a new 20K lb boat lift, and final landscaping is scheduled for completion by July 2026. Additional features include ample space for a trailer or RV on the left side of the property and a spacious 278 sq ft storage area, perfect for fishing gear and water-sport accessories. Tucked away on a quiet dead-end street adjacent to a tranquil nature preserve, this home offers exceptional privacy and a peaceful, natural backdrop. Located within the highly coveted Indian Waterways community in the Village of Islamorada, you'll enjoy close proximity to world-class fishing, renowned waterfront dining, boutique shopping, and the unparalleled natural beauty of the Florida Keys. Owner/Agent.

195 Ojibway Ave, Tavernier

$1,250,000
2 Beds 2 Baths 620396 MLS
Welcome to stunning Florida Bay views and breathtaking sunsets in the heart of Plantation Key! This beautifully remodeled and fully furnished modular home offers the perfect blend of comfort, style, and waterfront living. Featuring two spacious bedrooms, two bathrooms and an open-concept living area and kitchen, the home is thoughtfully designed with a light and airy coastal flair throughout. You will appreciate the huge amount of storage downstairs. Step outside to your inviting waterfront patio, where you can relax and take in beautiful open water views. Boaters will appreciate the 45' of concrete dockage and new 16K lb. boat lift, providing effortless access to Florida Bay and nearby Atlantic Ocean access through Snake Creek. Spend your days exploring the Keys by boat, enjoying waterfront dining, world-class fishing and diving. Founder's Park nearby for boat ramp, beach, pool and ball fields. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this turnkey waterfront property represents the laid-back Florida Keys lifestyle. Come experience the beauty, boating, and unforgettable sunsets that make Plantation Key one of the most desirable locations in the Florida Keys.

182 Airstream Ln, Tavernier

$2,899,000
4 Beds 4 Baths 620278 MLS
Exceptional investment and lifestyle opportunity in the heart of Plantation Key. This offering includes a triplex income property together with the adjacent multifamily lot, giving you both immediate rental income and room to grow. In the Village of Islamorada, it is rare to find side-by-side multifamily parcels in such a convenient, desirable Upper Keys neighborhood. 127 Monroe Drive is a concrete triplex of roughly 2,400 sq ft on a 7,500 sq ft lot, with 3 rental units (1/1, 1/1, 2/2), full kitchens and baths, abundant on-site parking, and comfortable outdoor living areas. Units 1 and 3 were renovated with fresh finishes and updated interiors that attract solid tenants and keep maintenance in check. In 2025, the dock electric was upgraded with a dedicated meter for the dock power, one on each property. Next door, 121 Monroe Drive is an additional multifamily parcel of about 7,500 sq ft, now vacant and ready for your next phase of development. Consider adding more units, a pool, covered parking with storage, or enhanced outdoor spaces to create a cohesive compound and boost rental revenue. Multifamily waterfront land in Islamorada is limited, and demand for quality rentals remains strong. With recent upgrades already completed and easy access to the mainland, this combined offering is a great opportunity for investors, 1031 buyers, or owner-operators who want a flexible Keys property with income today and room for future build-out and long-term appreciation. Free access to Founders Park, with sandy beach, swimming pool, boat ramp, playground, tennis, pickleball, walking paths, sports fields, dog park and daily fun activities and regular events.

127 & 121 Monroe Dr Unit 1-3, Tavernier

$5,850,000
5 Beds 4 Baths 620179 MLS
Completely transformed down to the studs and scheduled for completion in late 2026, this extraordinary bay front estate represents the pinnacle of modern Florida Keys luxury. Meticulously rebuilt with elevated design, superior craftsmanship, and today's most coveted finishes, every detail has been thoughtfully curated to deliver an unparalleled waterfront lifestyle. Experience the ultimate Florida Keys lifestyle in this stunning bay front retreat in highly sought-after Tavernier. Perfectly positioned to capture endless turquoise water views and breathtaking sunsets. This exceptional residence features a raised metal roof, impact windows and doors, designer finishes, and sophisticated modern touches throughout. Designed for the boating enthusiast, the property features a private dock equipped with a 15,000-pound boat lift, providing effortless access to the Florida Bay and Atlantic Ocean. Enjoy a resort-style outdoor oasis with a pool, expansive waterfront entertaining areas, private dockage all overlooking the bay. Just minutes from Islamorada's renowned dining, marinas, sandbars, and offshore adventures. A rare opportunity to own a newly reimagined masterpiece in the heart of the Upper Keys.

233 Aberdeen Ct, Tavernier

$26,400,000
7 Beds 10 Baths 620022 MLS
Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape. The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful design. One wing features a dramatic two-story primary suite with a private office, while the opposite wing includes four additional bedrooms and four bathrooms across two levels. A separate two-bedroom guest house provides extra space for visitors, and a whole-house generator adds convenience and peace of mind. Inside, custom woodwork, coffered ceilings, built-ins, and high-end finishes create a warm yet refined atmosphere. Amenities include a chef's kitchen, wine cellar, private gym, elevator, and seamless indoor-outdoor living spaces ideal for entertaining or relaxing by the water. Resort-style outdoor features include a custom pool, tiki bar, outdoor kitchen, beachside fire pit, putting green, observation pier, and a lighted tennis court with cabana. Convenient access by seaplane, helicopter, or a 90-minute drive from Miami makes travel effortless. Perfect for boating enthusiasts, the estate is near dockage and concierge dry storage options. Located in the heart of Islamorada, Palm Paradise offers easy access to world-class fishing, boating, dining, and the laid-back luxury of the Florida Keys. Offered at $26.4M, Palm Paradise is a rare opportunity to own a private waterfront compound ideal for luxury living, family retreats, or executive escapes.

89505 Old Hwy, Tavernier

$40,000,000
8 Beds 11 Baths 619826 MLS
A rare dual-offering on coveted Millionaire's Row in Tavernier, this extraordinary oceanfront compound spans over multiple acres across two parcels-delivering an unmatched combination of scale, privacy, and future development flexibility in the Florida Keys. At 88845, a newly constructed 8,200SF estate sets a new standard for modern coastal luxury. Thoughtfully designed for both grand entertaining and private retreat, the residence offers 5 bedrooms, 6 full baths & 2 half baths, complemented by a dedicated office, control room, mudroom, and expansive 3-car garage with climate-controlled workshop. Interior finishes are curated at the highest level, including white diamond marble, teak wood flooring, custom millwork & a vapor fireplace, while a full-home sound system, elevator & advanced mechanical infrastructure provide seamless functionality. The chef's kitchen is equipped with top-tier Wolf, SubZero, & Cove appliances, dual dishwashers, farmhouse sinks, refrigerated drawers, wine storage & custom mahogany countertops-designed to accommodate both everyday living and large-scale entertaining. Outdoor living is equally impressive, anchored by a 120-foot resort-style pool with integrated spa, heating & chilling systems, & full smart control. A fully equipped summer kitchen, cabana bath, & multiple covered terraces create a true waterfront lifestyle experience. With 480 feet of water frontage, the protected basin offers exceptional boating capabilities, including 90 feet of dockage & room to expand, a 20,000lb lift, boat ramp & deep-water access. The adjacent parcel at 88835 provides over 3 acres of additional opportunity featuring a renovated 3-bedroom residence completed in 2022, with a transferable TDR allowing for the development of a substantially larger primary home. The property also includes a buildable lot & natural hammock buffer for added privacy. Together, these two properties present a generational opportunity to own a one of a kind waterfront compound.

88835 & 88845 Old Hwy, Tavernier

$27,000,000
5 Beds 8 Baths 619825 MLS
Set on over 2 acres along prestigious Millionaire's Row in Tavernier, this newly constructed oceanfront estate represents a rare convergence of scale, design, and functionality in the Upper Florida Keys. Encompassing 8,200 square feet of interior living space and over 16,000 square feet total, the residence is thoughtfully designed to accommodate both elevated everyday living and large-scale entertaining.The home features 5 bedrooms, 6 full baths, and 2 half baths, with all bedrooms offering en suite accommodations, custom closet build-outs, and refined finishes throughout. Additional interior spaces include a dedicated office, control room, mud room, and laundry room, providing both comfort and operational efficiency. A private elevator, whole-home sound system, and advanced mechanical infrastructure--including 600-amp service, multiple electrical panels, and five independent AC zones--underscore the property's level of detail and performance. Interior finishes are curated with a modern coastal aesthetic, highlighted by white diamond marble and teak wood flooring & a custom steel roof. The chef's kitchen is outfitted with top-tier Wolf, SubZero, and Cove appliances, including a 60-inch range, dual dishwashers, farmhouse sinks, and custom mahogany countertops--designed to seamlessly blend form and function. Outdoor living is equally exceptional, with 240 feet of oceanfront, anchored by a 120-foot resort-style pool, complete with multiple heating and chilling systems, a gas-heated spa, and full smart control. A fully equipped summer kitchen, cabana bath, and multiple covered entertaining areas create a true indoor-outdoor lifestyle experience. Additional highlights include a 3-car garage and fully equipped workshop with air conditioning, utilities, security systems, and custom lighting. The property is also zoned for weekly rentals, presenting a compelling opportunity for both personal enjoyment and income potential.

88845 Old Hwy, Tavernier

$15,000,000
3 Beds 3 Baths 619824 MLS
An exceptional opportunity on coveted Millionaire's Row in Tavernier, 88835 Old Highway offers over 3 acres of oceanfront property paired with a rare additional acre featuring a protected boat basin--delivering a unique blend of privacy, usability, and future potential in the Upper Keys. Completed in 2022, the existing 3-bedroom, 3 bath residence spans approximately 1,500 square feet and is thoughtfully designed with impact windows and doors, hardwood flooring, a steel metal roof, and a well-appointed kitchen featuring Viking appliances. Outdoor living is enhanced by shell stone porch flooring, covered parking, and professionally designed landscaping with turf for low-maintenance coastal living. The property is comprised of three distinct parcels, including a buildable lot (Lot 2A), the current homesite (Lot 2), and a natural hammock parcel (Lot 3A) that serves as a permanent privacy buffer from the road, preserving the integrity and seclusion of the estate. A highly valuable feature of this offering is the inclusion & rare opportunity to create a custom waterfront compound tailored to your vision, while maintaining immediate livability. With direct access to a private boat basin and expansive acreage rarely found in the Keys, 88835 Old Highway represents a compelling combination of current enjoyment, future development flexibility, and long-term value in one of the area's most desirable waterfront corridors.

88835 Old Hwy, Tavernier